experiences

4.3

May 1st on Elba - Stewardess on board -3 Cab./ 3 Bathrooms

Duration:

3 days - 3 nights

Italy:

Tuscany

susanna s.

has booked

€399

Per person

4.5

Sailing in the Gulf of Tigullio

Duration:

4 days - 3 nights

Italy:

Liguria

Give this experience a try!

€450

Per person

The Aeolian Islands in an exclusive boat

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

+4 travellers

have booked

€650

Per person

4.8

Vang Sheeting and TRIM on a state-of-the-art sailboat

Duration:

1 day - 0 nights

Italy:

Liguria

Give this experience a try!

€140

Per person

4.9

May Day Sailing Bridge in Capraia

Duration:

3 days - 2 nights

Italy:

Tuscany

Give this experience a try!

€265

Per person

4.5

Sailing on the Island of Elba

Duration:

3 days - 4 nights

Italy:

Tuscany

Elettra

has booked

€350

Per person

4.9

May 1st long weekend sailing at the Pontine!

Duration:

5 days - 5 nights

Italy:

Pontine Islands

Give this experience a try!

€405

€450

Per person

4.9

Trekking, E-bike & Sailing Experience, 1 May adventure on Elba.

Duration:

5 days - 5 nights

Italy:

Tuscany

Give this experience a try!

€618

€650

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Yacht sailing holidays & skippered tours in Italy

10894 reviews

A weekend of sailing between Capraia and the island of Elba

04/24/2024

Angelo C.

Italy

Bellissima esperienza, bella gente con uno skipper top!

Easter on the Island of Elba

04/22/2024

Antonios S.

Italy

Anche se il tempo non ha aiutato, è stata una bellissima esperienza

Trekking and sailing weekend on the island of Elba

04/22/2024

Sara C.

Italy

Bellissima esperienza,grazie alla cordialità e professionalità di Marco e i compagni di avventura. Ho apprezzato molto anche la possibilità di fare trekking. Consigliatissimo!!

Luxury sailing in the Gulf of Poets

04/15/2024

Antonio C.

Italy

Giornata splendida, mare e barca perfetti, altissimo valore aggiunto l’equipaggio, simpatico gentile preparato ma soprattutto disponibile, e Costanza ottima cuoca, esperienza fantastica, da ripetere!!

Customer Support

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

Call us at

+44 2035144220

Read our

Contact & Support

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!